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303259

Sigma-Aldrich

1-Chloro-3-methyl-2-butene

95%

Synonym(s):

γ,γ-Dimethylallyl chloride, 1,1-Dimethyl-3-chloro-1-propene, 1-Chloro-3-methyl-2-butene, 2-Methyl-4-chloro-2-butene, 3,3-Dimethylallyl chloride, 3-Methyl-2-butenyl chloride, 3-Methylcrotyl chloride, 4-Chloro-2-methyl-2-butene

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About This Item

Linear Formula:
(CH3)2C=CHCH2Cl
CAS Number:
Molecular Weight:
104.58
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

liquid

refractive index

n20/D 1.4488 (lit.)

bp

58-59 °C/120 mmHg (lit.)

density

0.928 g/mL at 25 °C (lit.)

functional group

alkyl halide
chloro

storage temp.

2-8°C

SMILES string

C\C(C)=C\CCl

InChI

1S/C5H9Cl/c1-5(2)3-4-6/h3H,4H2,1-2H3

InChI key

JKXQKGNGJVZKFA-UHFFFAOYSA-N

General description

Kinetics of gas-phase reactions of ozone with 1-chloro-3-methyl-2-butene was studied. Reaction of 1-chloro-3-methyl-2-butene with potassium iodide in acetone and sodium ethoxide in ethanol was studied.

Application

1-Chloro-3-methyl-2-butene was used in total synthesis of geraniol.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

55.4 °F - closed cup

flash_point_c

13 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Allylic Chlorides. VIII. 1-Chloro-3-methyl-2-butene.
Hatch LF and Gerhardt LS.
Journal of the American Chemical Society, 71(5), 1679-1680 (1949)
The influence of orbital asymmetry on the kinetics of the gas-phase reactions of ozone with unsaturated compounds.
Johnson D, et al.
Physical Chemistry Chemical Physics, 2(3), 323-328 (2000)
Allylic Rearrangement in the Reactions of 1-Chloro-3-methyl-2-butene; an Attempt at Total Synthesis of Geraniol.
Kwart H and Miller RK.
Journal of the American Chemical Society, 76(21), 5403-5405 (1954)

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